7-HYDROXY-1,8-CINEOLE AND 7-CINEOLIC ACID - 2 NEW POSSUM URINARY METABOLITES

被引:27
作者
BULL, SD
CARMAN, RM
CARRICK, FN
KLIKA, KD
机构
[1] UNIV QUEENSLAND,DEPT CHEM,BRISBANE,QLD 4072,AUSTRALIA
[2] UNIV QUEENSLAND,DEPT ZOOL,BRISBANE,QLD 4072,AUSTRALIA
关键词
D O I
10.1071/CH9930441
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
7-Hydroxy-1,8-cineole (3a) and the corresponding carboxylic acid (3b) have been isolated from the urine of brushtail possums (Trichosurus vulpecula: Marsupialia) fed a diet enhanced with 1,8-cineole. Chemical syntheses of these two novel metabolites axe described.
引用
收藏
页码:441 / 447
页数:7
相关论文
共 9 条
[1]   CYCLOBUTANE RING-OPENING OF PIN-2(10)-ENE WITH MERCURY(II) SALTS - A NEW, HIGH-YIELD SYNTHESIS OF PARA-MENTHA-1,8-DIEN-7-OL [J].
BLUTHE, N ;
ECOTO, J ;
FETIZON, M ;
LAZARE, S .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1980, (08) :1747-1751
[2]   DELTA-TERPINEOL [J].
BULL, SD ;
CARMAN, RM .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (12) :2077-2081
[3]   PARTIALLY RACEMIC COMPOUNDS AS BRUSHTAIL POSSUM URINARY METABOLITES [J].
CARMAN, RM ;
KLIKA, KD .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1992, 45 (04) :651-657
[4]   THE ISOMERIC 1,3,3-TRIMETHYL-2-OXABICYCLO[2.2.2]OCTAN-6-OLS (2-HYDROXY-1,8-CINEOLES) [J].
CARMAN, RM ;
FLETCHER, MT .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1984, 37 (05) :1117-1122
[5]   REVERSAL OF PI-FACIAL DIASTEREOSELECTION UPON ELECTRONEGATIVE SUBSTITUTION OF THE SUBSTRATE AND THE REAGENT [J].
CIEPLAK, AS ;
TAIT, BD ;
JOHNSON, CR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (22) :8447-8462
[6]   UROTERPENOL BETA-D-GLUCURONIDE [J].
DEAN, FM ;
PRICE, AW ;
WADE, AP ;
WILKINSON, GS .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (19) :1893-+
[7]   1,3-DIMETHYL-2-OXABICYCLO[2,2,2]-OCTANE-3-METHANOL AND 1,3-DIMETHYL-2-OXA-BICYCLO[2,2,2]OCTANE-3-CARBOXYLIC ACID, URINARY METABOLITES OF 1,8-CINEOLE [J].
FLYNN, TM ;
SOUTHWELL, IA .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (09) :2093-2095
[8]   SYNTHESIS OF (+-)-MESEMBRINE [J].
SHAMMA, M ;
RODRIGUEZ, HR .
TETRAHEDRON, 1968, 24 (22) :6583-+
[9]  
SINGARAM B, 1976, INDIAN J CHEM B, V14, P934